CN1342655A - Process for conversion of saponin in cyperus tuber and extracting general glycoside and anemonin A - Google Patents
Process for conversion of saponin in cyperus tuber and extracting general glycoside and anemonin A Download PDFInfo
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- CN1342655A CN1342655A CN 01108649 CN01108649A CN1342655A CN 1342655 A CN1342655 A CN 1342655A CN 01108649 CN01108649 CN 01108649 CN 01108649 A CN01108649 A CN 01108649A CN 1342655 A CN1342655 A CN 1342655A
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- anemonin
- alcohol
- general glycoside
- extraction process
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Abstract
A process for converting the saponin containing more than 3 saccharide molecules in the general saponin of cyperus tuber to Raddeanin A by alkali hydrolysis and extracting the said general saponin and Raddeanin A is disclosed. Its advantages are high content and purify of Raddeanin A, and simple operation.
Description
The present invention relates to the conversion and the extraction process of crude substance.
Chinese medicine Radde Anemone Rhizome (Anemone raddeana Regel) is a Ranunculaceae thimbleweed anemone raddeana Regel rhizome, is used for the treatment of arthralgia due to wind-cold-dampness pathogen BI syndrome, spasm of the limbs, arthralgia, diseases such as swollen metal-inflicted wound of carbuncle and phlebitis.From Radde Anemone Rhizome, Chemical Composition such as Oleanolic Acid (oleanolic acid), potato Yam sapogenin (diosgenin) and multiple triterpenoid saponin have been isolated.Anemonin A is the main component in the Chinese medicine Radde Anemone Rhizome (Anemone raddeana Regel), is to be linked in sequence and to be formed by rhamnosyl-(1 → 2)-glucose-(1 → 2)-Arabic glucoside, and its structural formula is as follows:
Anemonin A is a colourless powder, fusing point: 242～244 ℃ (decomposition); Molecular formula: C
47H
76O
16H
2O; [α]
D 2-8 (c, 0.8, CH
3OH)
The purpose of this invention is to provide and contain the extraction process that the saponin of sugar more than three is converted into anemonin A (Raddeanin A) and total saponin and anemonin A (Raddeanin A) in the total saponin of a kind of Radde Anemone Rhizome.
In the total saponin of Radde Anemone Rhizome, anemonin A (Raddeanin A) is main active ingredient.In addition, wherein also having several saponin and the anemonin As of sugar more than three that contain is with a series of, after basic hydrolysis, can be converted into anemonin A, thereby can improve activeconstituents anemonin A content in total saponin, no matter directly utilize total saponin or extract anemonin A, basic hydrolysis technology all is key issue.For reaching above purpose, the present invention pulverizes the back with Radde Anemone Rhizome and uses the alkaline solution hydrolysis earlier, neutralizes with acid solution then, with the sample concentration after the neutralization after half-dried, add alcohol (first, second, third, Virahol etc.) or ethyl acetate backflow stripping, evaporate to dryness dissolution fluid, residue are used above-mentioned dissolution with solvents again, evaporate to dryness behind the elimination insolubles, dissolve once more with above-mentioned solvent afterwards, after the filtration, the evaporate to dryness filtrate, drying gets general glycoside.The recycle silicon plastic column chromatography separates the acquisition anemonin A.
Introduce extraction process below in detail:
At first Radde Anemone Rhizome is pulverized, doubly boiled 1-8 hour with 2-15 then to the heavy 0.5-30%NaOH of starting material (or KOH, or other alkali) aqueous solution; Or doubly mix thoroughly, steamed 1-5 hour with high-temperature vapour to the heavy 0.5-30%NaOH of starting material (or KOH, or other alkali) aqueous solution with 0.5-3.Material with this method gained, be neutralized to pH7-9 with acidiferous solution, with 50-100% alcohol (first, second, third, Virahol etc.) or ethyl acetate backflow stripping, residue uses 50-100% alcohol (first, second, third, Virahol etc.) or ethyl acetate backflow to extract again, evaporate to dryness behind the elimination insolubles uses 50-100% alcohol (first, second, third, Virahol etc.) or ethyl acetate to dissolve once more afterwards, filters back evaporate to dryness filtrate, dry again, get general glycoside.General glycoside adopts after 50-100% methyl alcohol or the dissolve with ethanol, carries out column chromatography, and chromatography column is made filler with 100-400 order silica gel, carries out gradient elution then, and eluent can adopt A), chloroform-methanol (methanol content is from 0.5%-25%); B), chloroform-methanol-water (trace) (methanol content is from 0.5%-25%); C), chloroform-ethanol (ethanol content is from 0.5%-30%); D), chloroform-alcohol-water (trace) (ethanol content is from 0.5%-30%).1-5) D), methanol-water (8-10: 2-0.1) E), alcohol-water (8-10: 2-0.1) F), methyl alcohol-alcohol-water (1-5: 9-5: 0.1-2 or 9-5: 1-5: 0.1-2) carry out recrystallization, obtain anemonin A the sample A that wash-out is gone out), methyl alcohol-ethanol (1-5: 9-5 or 9-5: ethanol C methyl alcohol B)).
The present invention has the following advantages:
1, at first adopts basic hydrolysis, can make to contain the saponin of sugar more than three in the general glycoside and be converted into the activeconstituents anemonin A, the content of anemonin A is increased substantially.
2, the anemonin A purity that adopts this technology to obtain is higher.
3, this technological operation is simple, economical and practical, conveniently is applied to scale operation.
Embodiment:
At first Radde Anemone Rhizome 550 grams are pulverized, boiled 2 hours to the heavy 1%NaOH aqueous solution of starting material is little with 10 times then, neutralize with 50% ethanol solution of sulfuric acid again, be adjusted to pH8, sample concentration after the neutralization is to half-dried, evaporate to dryness again after the 95% alcohol reflux stripping, residue is used 95% dissolve with methanol again, filters the back evaporate to dryness, dissolve once more with 95% ethanol afterwards, filtrate reclaims solvent, and vacuum-drying gets general glycoside 93 grams, and general glycoside adopts after 95% dissolve with ethanol, carry out column chromatography, chromatography column is made filler with the industrial silica gel of 200 orders, carries out gradient elution then, and eluent adopts methanol content (volume) from the 1%-15% chloroform-methanol.The sample methyl alcohol that wash-out is gone out: ethanol 1: 10 (volume ratio) carries out recrystallization, obtains anemonin A 6 grams.
Claims (8)
1, the extraction process of composition conversion and general glycoside and anemonin A in a kind of Radde Anemone Rhizome, it is characterized in that: Radde Anemone Rhizome is pulverized the back and is used earlier the alkaline solution hydrolysis, neutralize with acid then, sample after the neutralization is extracted with alcohol or ethyl acetate backflow, after extracting solution reclaims solvent, the dry general glycoside that gets, the recycle silicon plastic column chromatography separates, recrystallization, obtains anemonin A.
2, according to the conversion and the extraction process of general glycoside and anemonin A in the described Radde Anemone Rhizome of claim 1, it is characterized in that: the alcohol that adopts that refluxes is methyl alcohol or ethanol or propyl alcohol or butanols or Virahol; The 0.5-30% alkaline solution that hydrolysis doubly weighs to starting material with 2-15 boiled 1-16 hour or doubly mixed thoroughly to the heavy 0.5-30% alkaline solution of starting material with 0.5-3, steamed 1-16 hour with high-temperature vapour.
3, according to the extraction process of general glycoside and anemonin A in the described Radde Anemone Rhizome of claim 2, it is characterized in that: alkaline solution adopts NaOH or KOH or NaCO
3Or KCO
3Or Na
2S or K
2S or NH
4The aqueous solution of OH.
4, according to the extraction process of general glycoside and anemonin A in the described Radde Anemone Rhizome of claim 1, it is characterized in that: be neutralized to pH6-9 with acid.
5, according to the extraction process of general glycoside and anemonin A in the described Radde Anemone Rhizome of claim 1, it is characterized in that: backflow and used determining alcohol are 30-100%.
6, according to the extraction process of general glycoside and anemonin A in the described Radde Anemone Rhizome of claim 1, it is characterized in that: chromatography column is made filler with 100-400 order silica gel.
7, according to the extraction process of general glycoside and anemonin A in the described Radde Anemone Rhizome of claim 1, it is characterized in that: the gradient elution eluent can adopt the chloroform-methanol of methanol content from 0.5%-25%; Methanol content is from 0.5%-25%, the chloroform-methanol-water of minor amount of water; Ethanol content is from chloroform-ethanol of 0.5%-30%; Ethanol content is from 0.5%-30%, the chloroform-alcohol-water of minor amount of water.
8, according to the extraction process of general glycoside and anemonin A in the described Radde Anemone Rhizome of claim 1, it is characterized in that: the sample that wash-out is gone out adopts methyl alcohol or ethanol or methyl alcohol-ethanol (volume ratio 1-5: 9-5 or 9-5: 1-5) or methanol-water (volume ratio 8-10: 2-0.1) or alcohol-water (volume ratio 8-10: 2-0.1) or methyl alcohol-alcohol-water (volume ratio 1-5: 9-5: 0.1-2 or 9-5: 1-5: 0.1-2) carry out recrystallization, obtain anemonin A.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 01108649 CN1199983C (en) | 2001-07-19 | 2001-07-19 | Process for conversion of saponin in cyperus tuber and extracting general glycoside and anemonin A |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 01108649 CN1199983C (en) | 2001-07-19 | 2001-07-19 | Process for conversion of saponin in cyperus tuber and extracting general glycoside and anemonin A |
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| Publication Number | Publication Date |
|---|---|
| CN1342655A true CN1342655A (en) | 2002-04-03 |
| CN1199983C CN1199983C (en) | 2005-05-04 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 01108649 Expired - Fee Related CN1199983C (en) | 2001-07-19 | 2001-07-19 | Process for conversion of saponin in cyperus tuber and extracting general glycoside and anemonin A |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1312170C (en) * | 2002-12-27 | 2007-04-25 | 成都和康药业有限责任公司 | Technique of preparing extract product of Radde Anemone Rhizome extract, and its application in preparing medication of treating cancer |
| CN101492489B (en) * | 2009-03-06 | 2011-12-07 | 吉林大学 | Method for extracting anemonin A and method of preparing lipid microsphere preparation |
| CN101967168B (en) * | 2009-07-27 | 2013-06-05 | 中国科学院成都生物研究所 | Triterpenoid saponin derivative and preparation method and application thereof |
-
2001
- 2001-07-19 CN CN 01108649 patent/CN1199983C/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1312170C (en) * | 2002-12-27 | 2007-04-25 | 成都和康药业有限责任公司 | Technique of preparing extract product of Radde Anemone Rhizome extract, and its application in preparing medication of treating cancer |
| CN101492489B (en) * | 2009-03-06 | 2011-12-07 | 吉林大学 | Method for extracting anemonin A and method of preparing lipid microsphere preparation |
| CN101967168B (en) * | 2009-07-27 | 2013-06-05 | 中国科学院成都生物研究所 | Triterpenoid saponin derivative and preparation method and application thereof |
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| Publication number | Publication date |
|---|---|
| CN1199983C (en) | 2005-05-04 |
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